See all properties
Entire home

Charming 3BR Cottage in Heart of Tilghman Island – Bike everywhere!

Choose dates to view prices

Photo gallery for Charming 3BR Cottage in Heart of Tilghman Island – Bike everywhere!

TV, offices
Exterior
Fridge, microwave, oven, stovetop
Fridge, microwave, oven, stovetop
Property grounds

Reviews

10 out of 10
Exceptional

Entire home

3 bedrooms3 bathrooms

Popular amenities

  • Dryer
  • Washer
  • Parking available
  • Kitchen
  • Barbecue grill
  • Outdoor space

Explore the area

View in a map
Tilghman Island, MD
  • Place, Tilghman Island Marina
    ‪6 min walk‬
  • Place, Tilghman Watermen’s Museum
    ‪12 min walk‬
  • Place, St. Michaels Winery
    ‪30 min drive‬
  • Airport, Easton, MD (ESN-Easton - Newnam)
    ‪53 min drive‬

Room options

Similar properties

Dining
Waterfront Tilghman Retreat with Dock, Fire Pit & Sunsets
  • Kitchen
  • Washer
  • Dryer
  • Air conditioning
5.0 out of 5, Exceptional, 35 reviews
Waterfront Tilghman Retreat with Dock, Fire Pit & Sunsets

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Charming 3BR Cottage in Heart of Tilghman Island – Bike everywhere!

Summary:
Escape to this 3-bedroom cottage in the heart of Tilghman Island! Walk or bike everywhere, enjoy local dining, crabbing, and explore the island’s charm. Perfect for family weekends, or friend getaways!

Talbot County Licensure: STN-22-37

The Space:
Welcome to your perfect Tilghman Island retreat! This charming 3-bedroom, 2-bathroom cottage sleeps 6 and offers the ideal combination of comfort and convenience. Located in the heart of the island, you can easily bike to the Tiki Bar, waterfront views, and some of the best dining Tilghman Island has to offer.

Inside, you’ll find a cozy living area, fully equipped kitchen, and inviting bedrooms that make it easy to relax after a day of exploring. Whether you’re planning a family weekend, friends getaway, or spring break adventure, this home has everything you need.

What you'll love:
- 3 bedrooms, 2.5 baths, sleeps 6
- Cozy cottage charm with modern amenities
- Bike-friendly location: explore the island with ease
- Walk to local dining, Tiki Bar, and views
- Ideal for family weekends, friends’ getaways, or seasonal escapes

Local Attractions / Things to Do:
-Tilghman Island dining & seafood experiences
- Local Fishing Charters
- Local Boat Cruises
- Scenic biking around the island
- Flaneur Curated Crab Feasts

Escape to this charming watermen’s community. Ride your bike to the Tiki bar, try your hand at crabbing, or dine at some of Tilghman Island's best spots. Perfect for families, friends, or anyone looking to soak up the season!

Curated by Flaneur, this experience is designed in the spirit of slow travel — where comfort is intentional, beauty surrounds you, and every moment is yours to truly savor. Your peace and privacy are our priorities, but we're always here to enhance your experience. From insider tips on local gems to ensuring every comfort, consider Flaneur as your hosts.

Guest Access:
This property features keyless entry for your convenience. Check-in instructions are sent 72 hours prior to arrival. To receive these instructions, guests must sign the county-required lease agreement provided at booking confirmation.

The Neighborhood:
Tilghman Island is a picturesque Eastern Shore gem, known for its working watermen’s culture, fresh seafood, and scenic beauty. Within minutes, you can enjoy waterfront dining, boutique shopping, and maritime history in St. Michaels — just a short drive away.

Getting Around:
Car, walk and bike

Other Things to Note:
Starter supply of paper towels, toilet paper, and basic toiletries provided. Please bring extra supplies if you prefer more than the starter set.
During your stay at this vacation home, you're just a quick walk from Kronsberg Park. Laundry facilities are available. The vacation home includes amenities such as a kitchen and 2.5 bathrooms.
  • Air-conditioned home with kitchen, washing machine, and 2.5 bathrooms
  • Amenities include laundry facilities
  • Steps from Kronsberg Park and 7 minutes by foot from Chesapeake Bay
As a guest of this vacation home, you'll find barbecue grills, a garden, and laundry facilities. The front desk is open around the clock.

Property amenities

Internet

  • Available in the house: WiFi

Parking and transport

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Microwave
  • Oven
  • Refrigerator
  • Toaster

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 2.5 bathrooms
  • Bathtub
  • Hair dryer
  • Shower
  • Towels provided

Entertainment

  • TV

Outdoor areas

  • Balcony
  • Barbecue grill
  • Garden

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Office

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • In a village

Things to do

  • Bicycles
  • Optional golf privileges
  • Cycling nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher

General

  • Bicycles
  • Garden

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account which will enable you to manage your booking.
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.

Property is also known as

643b07c01c8f0c003749f1a7

Charming 3BR Cottage in Heart of Tilghman Island – Bike everywhere! Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 10 out of 10 reviews
Rating 8 - Good. 0 out of 10 reviews
Rating 6 - Okay. 0 out of 10 reviews
Rating 4 - Poor. 0 out of 10 reviews
Rating 2 - Terrible. 0 out of 10 reviews

9.8/10

Cleanliness

Reviews

10/10 Excellent

Anne S.

Liked: Cleanliness
Great!
Stayed 3 nights in Sep 2025

10/10 Excellent

Michele G.

Liked: Cleanliness
We really enjoyed our stay!
Stayed 3 nights in Aug 2025

10/10 Excellent

Mallory W.

Liked: Cleanliness

Wonderful, cozy house!

We stayed here with friends for a wedding on the island. This was an absolutely perfect spot! The beds were incredibly comfortable and the house had more than enough room for us all. We loved having breakfast in the dining area and hanging out in the kitchen and front porch together. A very quiet street, walking distance to the country store, and a short car or bike ride to the wylder hotel and Tilghman inn. I would highly recommend staying here!
Stayed 3 nights in May 2025

10/10 Excellent

Connie L.

Liked: Cleanliness

Relaxing

We really enjoyed our stay here at the Wandering Loon and would definitely rent again. The entrance ramp and 1st floor BR with en suite was key for us as we are four senior women and one has mobility issues. The house is well appointed and host Jennifer replied promptly to all questions.
Stayed 3 nights in Apr 2025

10/10 Excellent

Cheryl R.

Liked: Cleanliness

Great house in Tilghman Island

We really enjoyed our stay in this house. The kitchen was well appointed, the beds were comfortable, and it is in a very quiet neighborhood. It was close to St. Michaels and Easton. The only issue was that there are no blinds on any of the 1st floor windows. As there are houses all around, some sort of blinds are needed. We would stay here again.
Stayed 3 nights in Aug 2024

10/10 Excellent

Casey S.

Liked: Cleanliness

Quaint island stay

House was clean and well appointed. Had some challenges with streaming to the TV but otherwise this day was perfect. Very quiet neighborhood. Great proximity to St Michael’s.
Stayed 3 nights in Oct 2023

10/10 Excellent

Jeanne B., Silver Spring, MD

Liked: Cleanliness

Quick family getaway

We had a wonderful stay in this quaint cottage. Great space for our family to rest, eat well and rejuvenate. Absolutely loved being on a Tilghman Island and meeting delightful folks who are local at the Country Store and Two if by Sea! Close enough for shopping and dining on St. Michael’s and in Easton. Host was always available if needed. Someone told us “there’s nothing to do and not enough time to do it”! We could have used a few more days 😁
Stayed 3 nights in Sep 2023

10/10 Excellent

Julie M.

Liked: Cleanliness

beautiful property

Perfect house for our family during a renunion weekend when we could not house everyone at our house on Tilghman. Beautiful home. Great location. Biking distance to everything on the island. Would highly recommend.
Stayed 3 nights in Aug 2023

10/10 Excellent

Lori B.

Liked: Cleanliness

Nice location in very quiet neighborhood.

I came for some rest and quiet. This was a great choice. The house had all the necessities and was very spacious and clean. Easy drive into St. Michaels for dinner, shops, and touristy sites. Easy parking. Convenient ramp to get luggage into the house. This would be a great place for someone with low mobility: able to do everything on first floor with ramp entrance. I stayed mostly on the island and walked about to see the docks and visit the local grocery (which is less than 5 minute walk around the corner). My only caution: no window coverings on any of the first floor windows. This made me a little nervous at night as the neighbors could see if I was home (alone) or not. But the area seemed safe and the people were friendly.
Stayed 4 nights in Aug 2023

10/10 Excellent

Stephen K.

Liked: Cleanliness

Great place

The house was a beautiful quaint clean home. Great location and reasonably priced. Cute little town and not far from St Michael's. Communication with owner was easy and they were accommodating!
Stayed 4 nights in Jul 2023